4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE

Product Name: 4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE
CAS No.: 326-90-9
Chemical Name: 4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE
Synonyms: 1-(2-Furyl)-4,4,4-trifluoro-1,3-butanedione;NSC 9186;NSC 55432;NSC 55431;NSC 405712;NSC 405711;NSC 405709;NSC 405708;NSC 405707;FURYL)
CBNumber: CB2500403
Molecular Formula: C8H5F3O3
Formula Weight: 206.12
MOL File: 326-90-9.mol

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4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE Property

Melting point:: 19-21 °C(lit.)
Boiling point:: 203 °C(lit.)
Density: 1.391 g/mL at 25 °C(lit.)
refractive index: n20/D 1.528(lit.)
Flash point:: 189 °F
storage temp.: 2-8°C
pka: 5.56±0.23(Predicted)
form: powder to lump to clear liquid
color: White or Colorless to Yellow to Orange
FreezingPoint: 20.0 to 22.0 ℃
BRN: 168085
InChI: InChI=1S/C8H5F3O3/c9-8(10,11)7(13)4-5(12)6-2-1-3-14-6/h1-3H,4H2
InChIKey: OWLPCALGCHDBCN-UHFFFAOYSA-N
SMILES: C(C1=CC=CO1)(=O)CC(=O)C(F)(F)F
CAS DataBase Reference: 326-90-9(CAS DataBase Reference)
EPA Substance Registry System: 1,3-Butanedione, 4,4,4-trifluoro-1-(2-furanyl)- (326-90-9)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36/37/39
WGK Germany: 3
TSCA: Yes
HazardClass: IRRITANT
HS Code: 29321900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H227Combustible liquid

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 426016
Product name: 4,4,4-Trifluoro-1-(2-furyl)-1,3-butanedione
Purity: 99%
Packaging: 1g
Price: $26.78
Updated: 2025/07/31

TCI Chemical

Product number: F0083
Product name: 2-Furoyltrifluoroacetone
Packaging: 5g
Price: $43
Updated: 2025/07/31

TCI Chemical

Product number: F0083
Product name: 2-Furoyltrifluoroacetone
Packaging: 25g
Price: $137
Updated: 2025/07/31

TRC

Product number: T895963
Product name: 4,4,4-Trifluoro-1-(furan-2-yl)butane-1,3-dione
Packaging: 500mg
Price: $75
Updated: 2021/12/16

Matrix Scientific

Product number: 003548
Product name: 4,4,4-Trifluoro-1-(2-furyl)-1,3-butanedione
Purity: 99%
Packaging: 5g
Price: $52
Updated: 2021/12/16

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4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE Chemical Properties,Usage,Production

Chemical Properties

clear yellow liquid

Uses

4,4,4-Trifluoro-1-(2-furyl)-1,3-butanedione (tfa) may be used in the following studies:

As capping ligand in the synthesis of [Eu(tfa)₃]₂bpm complexes (bpm=2,2′-bipyrimidine).
As reagent in the multistep synthesis of [¹³CD₂]benzylamine.
As reagent in the synthesis of 3-trifluoromethyl-2-arylcarbonylquinoxaline 1,4-di-N-oxide derivatives by reacting with corresponding benzofurazan oxides.
In the efficient syntheses of perfluoroalkyl substituted azoles.
Synthesis of 2-arylcarbonyl-3-trifluoromethylquinoxaline 1,4-di-N-oxide derivatives.

General Description

4,4,4-Trifluoro-1-(2-furyl)-1,3-butanedione (furoyltrifluoroacetone, FTFA) is a β-diketone. Its cytotoxic activity against human cultured tumor and normal cells has been evaluated. Reports suggest that 4,4,4-trifluoro-1-(2-furyl)-1,3-butanedione partially inhibits the oxidation of ferrocyanide in ETP (electron transport particles) isolated from beef heart mitochondria. Its reaction with N,N,N′,N′-tetramethylalkyl diamines to form ionic adducts has been investigated. The conformational analysis of the enol and keto form of FTFA has been reported.

Synthesis

1192-62-7

383-63-1

326-90-9

GENERAL STEPS: To a 500 mL three-necked flask were added 20.0 g (181.6 mmol) of 2-acetylfuran, 50 mL of tetrahydrofuran (THF) and 24 mL of ethyl trifluoroacetate. The mixed solution was cooled to 0-3 °C in an ice-water bath, and 1.0 M lithium bis(trimethylsilyl)amide (LiHMDS, 200 mL) solution was slowly added dropwise. After the dropwise addition, the reaction system was allowed to warm up to room temperature naturally and stirred overnight. Upon completion of the reaction, THF was removed by concentration under reduced pressure with a rotary evaporator. the residue was transferred to a partition funnel and extracted with a solution of ethyl acetate and 1.0 M hydrochloric acid. The organic phase was separated, washed with saturated saline, dried over anhydrous sodium sulfate and concentrated again under reduced pressure. The final product was 4,4,4-trifluoro-1-(2-furyl)-1,3-butanedione as a brown semi-solid in a yield of 32.5 g (yield >100%).

References

[1] Patent: WO2008/73825, 2008, A1. Location in patent: Page/Page column 134
[2] Chinese Chemical Letters, 2016, vol. 27, # 4, p. 566 - 570
[3] Synthesis, 1997, # 11, p. 1321 - 1324
[4] Journal of the American Chemical Society, 1950, vol. 72, p. 2948,2949
[5] Journal of Fluorine Chemistry, 2002, vol. 118, # 1-2, p. 135 - 147

4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE Preparation Products And Raw materials

Raw materials

Preparation Products

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4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE Suppliers

Americas 1 Belgium 1 China 111 Europe 2 France 1 Germany 3 India 10 Japan 1 Switzerland 2 United Kingdom 11 United States 20 Global 163

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View Lastest Price from 4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE manufacturers

Career Henan Chemical Co

Product: 4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE 326-90-9
Price: US $1.00/KG
Min. Order: 1g
Purity: 99.0%
Supply Ability: 100kg
Release date: 2020-01-10

326-90-9, 4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONERelated Search:

1-(2-FURYL)-1,3-BUTANEDIONE

(Z)-4,4,4-trifluoro-1-(2-furanyl)-3-oxo-1-buten-1-olate

NSC 405708

NSC 405709

NSC 405711

NSC 405712

NSC 55431

NSC 55432

NSC 9186

4,4-Trifluoro-1-(2-furyl)-1,3-butanedione

1-(Fur-2-yl)-4,4,4-trifluorobutane-1,3-dione99%

1,3-Butanedione, 4,4,4-trifluoro-1-(2-furanyl)-

1,3-Butanedione, 4,4,4-trifluoro-1-(2-furyl)-

4,4,4-Trifluoro-1-(2-furyl)-1,3-butanedione,99%

Furoyltrifluoroacetone~1-(2-Furyl)-4

1-(Fur-2-yl)-4,4,4-trifluorobutane-1,3-dione, tech

1-(Fur-2-yl)-4,4,4-trifluorobutane-1,3-dione 99%

2-(3-Oxo-4,4,4-trifluorobutanoyl)furan

4,4,4-Trifluoro-1-(2-furyl)-1,3-butanedione, 99% 1GR

4,4,4-trifluoro-1-(furan-2-yl)-1,3-butanedione

4,4,4-TrifluoroMethyl-1-(2-furyl)-1,3-butandione

2-(3-Oxo-4,4,4-trifluorobutanoyl)furan, 2,4-Dioxo-4-(fur-2-yl)-1,1,1-trifluorobutane

NSC 405707

Furoyltrifluoroacetone~1-(2-Furyl)-4,4,4-trifluoro-1,3-butanedione

4,4,4-Trifluoro-1-(2-furyl)butane-1,3-dione 99%

4,4,4-Trifluoro-1-(2-furyl)butane-1,3-dione99%

4,4,4-Trifluoromethyl-1-(2-furyl)-1,3-butandione, GC 99%

4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE 99%

4,4,4-trifluoro-1-(2-furanyl)-3-butanedione

Furonyltrifluoroacetone

Furoyltrifluoroacetone

Perfluoroacetyl(2-furoyl)methane

1-(2-Furanyl)-4,4,4-trifluoro-1,3-butanedione

1-(2-Furyl)-4,4,4-trifluoro-1,3-butanedione

2-Furoyltrifluoroacetonee

4,4,4-Trifluoro-1-(2-furanyl)-1,3-butanedione

FURYL)&#8203

4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE

1-(Fur-2-yl)-4,4,4-trifluorobutane-1,3-dione

326-90-9

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